People Reveal the Craziest Wills They Ever Saw

From disowning a child to secretly leaving everything to a stranger, people have written many unexpected things in their wills that are only revealed to their family members after their demise. Many times, people have used this closing act to take revenge on their loved ones.

With age, many people tend to think about what would happen to their loved ones after death. They know there’s only much they can do to support them, and with that comes the thought of writing a will. The final document decides what would happen to their assets and property after their death.

A document with the title "Last Will and Testament" | Source: Shutterstock

A document with the title “Last Will and Testament” | Source: Shutterstock

Many people write their will when they are healthy and doing fine, but others do it after the doctors tell them they don’t have much time to live. Some divide their assets into parts and leave them for their close ones, while others write something unpredictable that shocks their family.

Netizens on Reddit shared some of the craziest and most bizarre things people wrote in their wills. Many of their family members had no idea what was coming their way.

Comments have been edited for clarity and grammar.

1. The Unexpected Trust Fund

A fish in a fishbowl | Source: Pexels

A fish in a fishbowl | Source: Pexels

u/scarlett_pimpernel: I am a qualified solicitor. A lady wanted to create a trust fund of £100,000 for her pet fish. When I asked if it was a particular type of fish, she confirmed it was just an ordinary goldfish.

She wanted it to be fed fresh avocado daily and looked after by a local dog walker after she died. She was absolutely serious.

2. No One Knows about Her

An older woman looking at a young girl | Source: Shutterstock

An older woman looking at a young girl | Source: Shutterstock

u/scarlett_pimpernel: Another lady confessed she had a secret daughter and wanted to leave the daughter some money and photographs without the rest of her family finding out. Even her husband does not know. That will be a fun conversation when she passes away.

3. The Lucky Man

A bus driver | Source: Shutterstock

A bus driver | Source: Shutterstock

u/mommy5dearest: I worked at an attorney’s office, and a little older lady gave her house and belongings to a bus driver.

She did it because he was nice to her and would help her. We were all waiting for hell to break loose when her family found out.

Her family can contest it. I was a witness to the signing. She seemed fine and knew the answers to the questions, so she wasn’t having mental problems as far as we could tell.

4. The Interesting Clause

A lawyer talking to a man | Source: Shutterstock

A lawyer talking to a man | Source: Shutterstock

u/WanderCold: I was in my early twenties when I was forced to write a will because of the health insurance I got at work. I discussed it with the in-house lawyer, who approved this specific clause to be added to my will.

The clause read, “My funeral wishes are that I should be buried in a coffin which has been springloaded, such that opening the coffin would cause alarm to future archeologists.”

Then, a bunch of stuff about if this is too costly, I’d be cremated and have my ashes scattered in a specific place.

5. Don’t Forget My Horse!

A woman riding a horse | Source: Shutterstock

A woman riding a horse | Source: Shutterstock

u/gabberrella24: I work in probate. The oddest thing I’ve seen in a will is to euthanize their beloved horse, have it cremated, and its ashes scattered with the decedent.

Lucky for her horse, she named a horse that was already dead when she passed away, so the one she got afterward lived to see another farm.

6. A List of Strange Wills

A dog sleeping on a bed | Source: Shutterstock

A dog sleeping on a bed | Source: Shutterstock

u/PirateRobotNinjaofDe: Lots of people send their friends and family on weird errands to spread their ashes (leaving money for people to take trips and spread their ashes around the world).

Pet trusts are a fun one. People leave a whole whack of money in a trust to be used for the care of their pets during their life.

However, my favorite ever (that I obviously didn’t draft) was a lawyer who left the bulk of his estate (millions in today’s dollars) to whatever Toronto-area woman had the most children at a specific date some years later. I recall the winner had 10.

7. My Grandfather’s Wish

An older woman standing near a window | Source: Shutterstock

An older woman standing near a window | Source: Shutterstock

u/snoboreddotcom: A few hours after my grandfather’s death, my grandmother came to me with a navy-blue tie featuring pink elephants.

Ridiculous looking, but she said he wore it to intimidate people in business, as someone willing to wear such a ridiculous tie doesn’t care about what people think. That scares people. He wanted me to have it so I could do the same.

8. Different Wishes

A woman signing a documents | Source: Shutterstock

A woman signing a documents | Source: Shutterstock

u/ALighterShadeOfPale: I work for a lawyer who does wills. We’ve had a lady put in her will that one of her adult sons would receive his share when he visited a dentist, and the other son would get it if he lost 70lbs.

Another lady put in her will that she wanted her cats cremated with her when she died. We told her that would not happen since human and animal remains are not cremated together. So, she settled on cremated separately and joined together, then buried together.

9. The Long Will

Close-up of a document with the title "Last Will and Testament" | Source: Shutterstock

Close-up of a document with the title “Last Will and Testament” | Source: Shutterstock

u/ALighterShadeOfPale: Typically, wills are about ten pages long (for an average person), but a woman once wrote 56 pages.

She detailed EVERYTHING from her house to people. For example, she wrote, “wooden ladle to ____, toilet paper holder to ____, magazine basket to ____.” She did this for every single item in her house.

10. She Wanted to Be with Her Husband

A small house between trees | Source: Pexels

A small house between trees | Source: Pexels

u/ALighterShadeOfPale: A lady told us to put in her will that she wanted to be buried on her property next to her husband. She lived on a small rural property.

It’s totally illegal to have human remains buried there. She refused to tell us whether her husband was cremated or not and said she did not want to be cremated.

Edit: Her husband had died 5 or 6 years prior. So, it’s not as though it was 50 years ago when things like that may have been a little overlooked.

11. Some Good People

A person signing a document | Source: Shutterstock

A person signing a document | Source: Shutterstock

u/ALighterShadeOfPale: We had a man put in his will that his family was to go to the zoo immediately after his burial (that day). We thought that was heartwarming.

Besides that, we work with many people from a particular religion. Many people we write wills for leave at least 90% of their estates to the church instead of their families.

12. The Elvis Impersonator

A young man smiling | Source: Shutterstock

A young man smiling | Source: Shutterstock

u/whatshisfaceboy: I’m not a lawyer, but I have this story of my rich uncle. He would visit us when we were kids, maybe once every ten years. The last time he did, he brought us to a Denny’s.

When he died, he had no friends. Besides that, his wife died due to substance abuse, and that was because of him. He left his entire estate to an Elvis impersonator. Everything.

13. The Only Beneficiary

A person holding money | Source: Shutterstock

A person holding money | Source: Shutterstock

u/AnotherDrunkCanadian: I used to work at a bank in the estate department. I was an administrator who had to manage the files, including encroachments upon the capital, i.e., “I want to take some money out now, please.”

I had this one account – a multi-million-dollar trust for one single beneficiary – the son of the deceased. Everything about the account looked fine until I learned the child was behind his parents’ death and pleaded insanity.

He was in a mental hospital and called the bank once a year requesting $50 for commissary (to buy chips and gum).

The call was always strange. He was very polite, but the quality of the call made it sound like he was far away from the phone.

14. They Wanted to Take Revenge

A cat sitting behind a curtain | Source: Pexels

A cat sitting behind a curtain | Source: Pexels

u/Dr_BrOneil: Last week, I handled a matter where the parents left millions in artwork to various people and wads of cash to various charities. Meanwhile, their kids got the family cats as revenge.

It turned out they did it because the kids got them the cats to comfort the parents in their old age. The parents hated the cats, but the kids wouldn’t let them get rid of them.

15. He Wanted to Give Them Something

An older man walking on a street | Source: Shutterstock

An older man walking on a street | Source: Shutterstock

u/gaurddog: My great uncle’s official will stated that the contents of his outhouse would go to the City Council of a nearby town after they had tried to take his land twice to build a new water treatment plant.

He spent several years fighting eminent domain claims and wanted to give them something in return. As a joke, his kids boxed up all the books and magazines in the outhouse and dropped them off at City Hall.

16. The Man Was Clueless

A man leaning against a taxi | Source: Pexels

A man leaning against a taxi | Source: Pexels

u/[deleted]: I am not a lawyer but work for a will writers/trusts specialist in the UK, currently studying toward my TEP.

One of our earlier clients passed away recently. Turns out the man she left almost everything to, including the residue of her estate–which was considerable–was her regular taxi driver.

She had also named him as her executor. He had no clue. The woman named as her executor and primary beneficiary in her previous two wills, a close friend of many years, was understandably flabbergasted and contested the will.

We responded to her solicitor’s Larke v Nugus request, informed Mr. Taxi Driver (who didn’t even know our client had passed), and the will was upheld.

The friend mentioned above was left a legacy of £5,000 if I remember correctly, but her nose was clearly out of joint.

Bonus observation: It takes a lot less than £ 5,000 being up for grabs to make families turn against each other. It can get really nasty. This is one of the most startling things I’ve learned in my short time in this business.

17. Hidden Fortune

The last will and testament | Getty Images

The last will and testament | Getty Images

Deleted user: So, my grandma, bless her heart, lived in this old, run-down trailer for years. Dirt poor, but you wouldn’t know it by the way my husband acted.

He was like a cat on a hot tin roof, waiting for her to pass. He had this wild notion in his head that grandma was sitting on a hidden fortune and that he’d inherit a ticket to Easy Street when she kicked the bucket. Cut to the will reading day.

My husband’s practically rubbing his hands together, telling me, “Sugar, put on a smile, we’re about to be rolling in dough.” We get there, and the lawyer’s all business, asking, “Who’s the ‘husband’ there?” My guy steps up: “That’s me. Is there a problem?”

Then my jaw hitting the floor. The Lawyer: Not at all…The last will of grandma states that the grandma has a hidden fortune. However, it’s to be inherited by the husband only if he fulfills three specific conditions. Otherwise, the entire estate goes to the local animal shelter.”

First, he must live for a year in her old trailer, maintaining it without any modern upgrades or outside help. Second, he’s required to volunteer at the animal shelter every weekend for the next two years.

And finally, he must write a personal essay on the value of humility and compassion, to be read publicly at the shelter’s annual fundraiser.

My husband’s face turned from greedy anticipation to utter disbelief. Grandma sure knew how to teach a lesson from beyond the grave!

A man signing a document | Source: Pexels

A man signing a document | Source: Pexels

These stories shared by Redditors prove that being a part of someone’s will can make your life better or destroy it forever. It only takes a few sentences to change people’s lives if one decides to mention them in their will. What’s the most bizarre thing you have ever read in someone’s will or heard about? We would love to know about it.

Florida man arrested for vulgar sticker on truck

Florida man was arrested for displaying an obscene bumper sticker on the back of his truck, one that either expressed his sexual preferences, or his love for a four-legged animal.

After Dillon Shane Webb was told the sticker was “derogatory,” he claimed his freedom of expression was violated, and the deputy’s office asked if he was using his free speech to express his desire of “eating a donkey.”

Keep reading to learn why Webb was arrested over a bumper sticker!

In 2019, a Columbia County sheriff’s deputy was driving behind a pickup truck when he noticed a vulgar sticker plastered on the middle of the rear window.

Dashcam footage shows Deputy Travis English stopping his cruiser in a parking lot behind the brown pickup, operated by Dillon Shane Webb, 23, with the bumper sticker in clear view.

The letters on the sticker – printed in bold white – reads, “I EAT A**.”  

In the video, the deputy approaches the passenger side of the truck and after saying, “hello gentleman,” he explains that he pulled the car over due to “the derogatory sticker” displayed on the back of his truck.

In Florida, law prohibits “any sticker, decal emblem or other device attached to a motor vehicle containing obscene descriptions, photographs or depictions.”

“How’s it derogatory?” Webb asks from inside the car.

The officer replies, “How’s it not derogatory?”

“Some 10-year-old kid sitting in the passenger seat of his momma’s vehicle looks over and sees ‘I eat a**’ and asks his mom what it means,” English says. “How is she going to explain that?”

Sniping back, the driver provides the wrong answer: “That’s the parent’s job, not my job,” Webb says before he’s asked to present his driver’s license and registration.

After stepping out of the vehicle, Webb is searched, and the deputy tells him the sticker is a “misdemeanor violation of Florida’s obscene materials law.”

“I have four kids…if my 6-year-old was to look at me and like, ‘dad what does I eat a** mean?…he’s curious…and the way [you] handled this situation, I’m not pleased with,” English said before offering Webb the opportunity to explain his sticker to the court system.

Next, the deputy suggests Webb remove one of the letters from the word “A**” to read “AS.” But Webb refused, citing his constitutional right to free speech.

A few minutes later, things take a nasty turn for Webb.

After confirming with his supervisor that he had reasonable rights within the law, English steps out of his cruiser and approaches Webb, who’s leaning against his car, looking at his cellphone.

“All right Mr. Webb. Place your hands behind your back,” Webb is told. When he asks “why?” he learns “because you’re going to jail.”

Asking “for what?” English explains that he was given “the option to take that off” the window, but he “refused.”

He was then arrested and charged with the additional offense of “resisting an officer without violence.”

‘Perverted mind’

“They’re just words,” Webb later told First Coast News. “If that’s how they feel, if they have a perverted mind, that’s on them.”

But according to Sergeant Murray Smith of the Columbia County Sheriff’s Office, it wasn’t just the words on the sticker that Deputy English determined was illegal.

“It was the obscene phrase depicting what the deputy thought was a sexual act, which is obscene by definition,” said Smith. “What would a reasonable citizen think? Is the guy eating a donkey or is he doing a sexual act?”

The incident captured the attention of a lot of social media users, the majority who defended Webb.

“So what if he eats donkey. What’s the big deal?” asks one netizen. Another, referring to English speaking of his child’s potential reaction to the sticker, says, “Since when are a cop’s feelings deserving of an arrest?”

“I live here and as soon as we heard he got arrested we all went and got the sticker and put it on [our] trucks,” pens a third.

Another adds, “He better keep his kids off the internet. They will see far worse than this.”

The State Attorney’s Office cited the First Amendment and the charges against Webb were dropped. Later, Webb sued for alleged violations of his First Amendment and Fourth Amendment rights, but U.S. District Judge Marcia Morales Howard of the Middle District of Florida ruled that the arrest was “arguably justified under Florida’s obscenity law,” giving the officer and his supervisor “qualified immunity,” which means they are protected from the lawsuit.

This case underscores the ongoing debate in the U.S. over free speech and its boundaries, especially around expressions some might find offensive or derogatory. It also reflects how the First Amendment remains a contentious issue, with some insisting their right to free expression is under threat, while others argue for consideration that certain messages will have on the population.

What are your thoughts on this story? Please share your thoughts with us and then share it with your friends so we can get the conversation going!

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